It also has two ways of 5 6 solutions manual to

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Unformatted text preview: right and, whatever you do, don’t include any square planar carbon atoms or any other bond angles of 90°. (a) C6H5CH(OH)(CH2)4COC2H5 (b) O(CH2CH2)2O (c) (CH3O)2CH=CHCH(OMe)2 Purpose of the problem An exercise in interpretation and composition. This sort of ‘structure’ is sometimes used in printed text. It gives no clue to the shape of the molecule. Suggested solution You probably needed a few ‘trial and error’ drawings first but simply drawing out the carbon chain gives you a good start. The first is straightforward—the (OH) group is a substituent joined to the chain and not part of it. The second compound must be cyclic—it is the ether solvent commonly known as dioxane. The third gives no hint as to the shape of the alkene and we have chosen trans. It also has two ways of 5 6 Solutions Manual to accompany Organic Chemistry 2e representing a methyl group. Either is fine, but it is better not to mix the two in one structure. C6H5CH(OH).(CH2)4COC2H5 O(CH2CH2)2O OH (CH3O)2CH=CHCH(OMe)2 OMe O O O OMe MeO OMe PROBLEM 6 Suggest at least six different structures that would fit the formula C4H7NO. Make good realistic diagrams of each one and say which functional groups are present. Purpose of the problem The identification and naming of functional groups is more important than the naming of compounds, because the names of functional groups tell you about their chemistry. This was your chance to experiment with different groups and different carbon skeletons and to experience the large number of compounds you could make from a formula wit...
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This document was uploaded on 02/10/2014.

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